Boc-NH-PEG2-NH-Boc

 CAS No.: 475591-59-4  Cat No.: BP-500785  Purity: ≥95% 4.5  

Boc-NH-PEG2-NH-Boc is a protected, difunctional polyethylene glycol linker featuring two terminal amines masked as Boc carbamates and a short PEG spacer that provides aqueous solubility and conformational flexibility. The linker’s structure supports robust amide or carbamate coupling in PROTAC synthesis: after deprotection, the terminal primary amines can be used to connect, via standard coupling chemistries, to a ligand-bearing warhead (e.g., a bromodomain binder) and to an E3 ligase–recruiting moiety, while the PEG segment helps reduce steric clashes and can improve effective intramolecular orientation for ternary complex formation. In targeted protein degradation research, such PEG-based linkers are widely used to tune linker length, polarity, and dynamics, enabling systematic optimization of degradation potency and selectivity across linker architectures.

Boc-NH-PEG2-NH-Boc

Structure of 475591-59-4

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Category
PROTAC Linker
Molecular Formula
C16H32N2O6
Molecular Weight
348.44

* For research and manufacturing use only. Not for human or clinical use.

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Purity
≥95%
Solubility
Soluble in DMSO
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethyl]carbamate
Synonyms
di-tert-butyl ((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))dicarbamate; 1,8-Di-(tert-butoxycarbonylamino)-3,6-dioxaoctane; 5,8-Dioxa-2,11-diazadodecanedioic acid, 1,12-bis(1,1-dimethylethyl) ester; Bis(2-methyl-2-propanyl) [1,2-ethanediylbis(oxy-2,1-ethanediyl)]biscarbamate; Carbamic acid, N,N'-[1,2-ethanediylbis(oxy-2,1-ethanediyl)]bis-, bis(1,1-dimethylethyl) ester; tert-Butyl N-[2-(2-{2-[(tert-butoxycarbonyl)amino]ethoxy}ethoxy)ethyl]carbamate
Boiling Point
467.5±35.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
IBOKAWABMPUDFK-UHFFFAOYSA-N
InChI
InChI=1S/C16H32N2O6/c1-15(2,3)23-13(19)17-7-9-21-11-12-22-10-8-18-14(20)24-16(4,5)6/h7-12H2,1-6H3,(H,17,19)(H,18,20)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCNC(=O)OC(C)(C)C

Boc-NH-PEG2-NH-Boc is a PEG-based, bis-protected linker designed to support the modular assembly of PROTACs through orthogonal amide-forming chemistry. Its protected termini enable controlled coupling to ligands while minimizing premature reactions, and the flexible ether-rich backbone can help tune linker length and conformational behavior in targeted protein degradation constructs. Detailed structural and reactivity considerations are provided below for experimental planning.

Structure: This molecule contains a short poly(ethylene glycol) ether segment providing hydrophilicity and conformational flexibility, flanked by two carbamate (Boc-protected) amine functionalities. The structure features ether linkages within the PEG region and carbamate carbonyls, with stable covalent bonds suitable for stepwise PROTAC synthesis.

Reactivity: Boc-protected amines are typically deprotected under mild acid conditions to reveal primary amines, which then participate in amide bond formation with activated carboxylic acids or activated esters. Coupling commonly follows established peptide-coupling principles using appropriate coupling reagents and base in compatible solvents. The linker’s flexible PEG segment generally supports efficient conjugation while preserving functional group compatibility during sequential PROTAC assembly.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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